This happened about 5 years ago. She was a rather average but sweet looking girl who enjoyed posting herself on r/gonewild. I decided to shoot my shot and asked her to add me on a chat app.
One thing led to another and eventually my pants and her shirt both came off. She watched me jerk off for over an hour while I told her how much I’d love her mouth on my cock, and how pretty her breasts were, and how cute her tight pussy would look with my cock inside of it. She took whatever pictures I’d ask of her — and I was pretty specific. I remember her sending a picture of her face and telling her to picture her as a canvas, to which I readily obliged as I came more for her than I had for anyone in a long time.
For awhile it became a tradition for her to watch me jerk off everynight; I loved knowing she was opening every snap I sent her and watching it all the way through. The precum used to leak out of my cock. She would watch me jerk off for hours before the cum erupted from me. If I didn’t send her a picture of my hard cock by 11 PM she was sure to ask me for one. It turned me on so much to be appreciated like that